Asymmetric Addition of Indoles to Isatins Catalysed by Bifunctional Modified Cinchona Alkaloid Catalysts

被引:90
作者
Chauhan, Pankaj [1 ]
Chimni, Swapandeep Singh [1 ]
机构
[1] Guru Nanak Dev Univ, UGC Ctr Adv Studies Chem, Dept Chem, Amritsar 143005, Punjab, India
关键词
chirality; cinchona alkaloids; Friedel-Crafts reactions; organocatalysis; oxindoles; FRIEDEL-CRAFTS ALKYLATION; CONJUGATE ADDITIONS; ALDOL REACTION; ENANTIOSELECTIVE ORGANOCATALYSIS; 3-INDOLYL-3-HYDROXY OXINDOLES; CARBONYL-COMPOUNDS; ORGANIC CATALYSIS; ARYLBORONIC ACIDS; ALPHA-KETOESTERS; BOND DONORS;
D O I
10.1002/chem.201000846
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Simple and selective: An efficient organocatalytic enantioselective method for the synthesis of substituted-3-hydroxyoxindole derivatives with a quaternary chiral carbon has been developed. The cinchona alkaloid derived catalyst catalyses the Friedel Crafts-type addition of indole derivatives to the isatin derivatives under mild conditions to provide substituted 3-hydroxyoxindoles in good to excellent yields with high enantioselectivity (see scheme). © 2010 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim.
引用
收藏
页码:7709 / 7713
页数:5
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